Synthesis and characterization of novel mussel-inspired benzoxazines bythiol-benzoxazine chemistry

Abstract

A catechol-based benzoxazine copolymer is reported via a new approach using an oxazine-thiol reaction. The main chain benzoxazine precursor was obtained via the classic benzoxazine synthesis methodology using the raw chemicals catechol, formaldehyde, and 4,7,10-trioxa-1,13-tridecanediamine. The countercomponent was synthesized from poly(ethylene glycol) methyl ether via the Fischer esterification reaction. The obtained reactive catechol-based benzoxazine was then reacted in mild conditions with polymeric thiol precursor to obtain a copolymer structure. The precursors and the resulting structure were characterized by thermal and spectral analyses using DSC, TGA, FT-IR, 1 H NMR, and GPC. Film formation was also demonstrated with unreacted oxazine ring units in the copolymer, and the ring opening polymerization temperature was lower than that corresponding to the benzoxazine precursor.

Study of the Condensation Reaction of 2-Allylphenol With Formaldehyde and Methylamine and the Functional Properties of the Obtained Products

“…Therefore, the continuation of such studies in the field of obtaining nitrogen-containing organic compounds of various structures is very appropriate. For example, on the basis of phenols and their various derivatives with formaldehyde and primary amines of various structures, heterocyclic compounds, 1,3-benzoxazines, have been obtained, which have a number of valuable properties [22][23][24][25][26]. They can be used as biologically active compounds in medicine and other areas [27][28][29][30][31][32][33] and precursors in polymerization reactions [34][35][36][37][38][39].…”